Azetidine → HCID 71288686, compound
Reaction equation
[CH3:1][N:2]1[C:6]([C:7](=[O:23])[NH:8][CH2:9][CH2:10][C:11]2[N:12]([CH3:22])[CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:15]=2)=[C:5]([C:24](O)=[O:25])[N:4]=[C:3]1[C:27]([F:30])([F:29])[F:28].[NH:31]1[CH2:34][CH2:33][CH2:32]1.CCOC(C(C#N)=NOC(N1CCOCC1)=[N+](C)C)=O.F[P-](F)(F)(F)(F)F>>[CH3:22][N:12]1[CH:13]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:15]=[C:11]1[CH2:10][CH2:9][NH:8][C:7]([C:6]1[N:2]([CH3:1])[C:3]([C:27]([F:28])([F:30])[F:29])=[N:4][C:5]=1[C:24]([N:31]1[CH2:34][CH2:33][CH2:32]1)=[O:25])=[O:23]Participants
4
Procedure
The product was obtained starting from 1-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethylcarbamoyl)-2-(trifluoromethyl)-1H-imidazole-4-carboxylic acid (30 mg, 71.2 μmol) and azetidine (4.98 mg, 5.88 μL, 85.4 μmol) via COMU coupling according to the method described in example 61, step 3 as white solid (20.5 mg, 44.5 μmol, 62.5%).
Workup
- customThe product was obtained
Sources & evidence
- ORD record
- ord-3a43fad68c1c4aefbd692418d7408fa0
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08772510B2
Reaction notes
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